Big Pine Key Waterfront Homes for Sale, Single Family Houses, Open Water, Ocean and Bay / Gulf Views

Waterfront properties for sale in Big Pine Key are wonderful for Florida Keys real estate buyers who are looking for a relaxing enclave in one of the most beautiful spots in the Keys.  The key is known for its natural beauty, and purchasing a Big Pine Key waterfront home for sale is the perfect way to take advantage of this appeal.  This is the largest island in the Lower Florida Keys, with great neighborhoods including Punta Brisa, Long Beach Estates and more.  Though the key is large in land area, it is not as densely populated as other areas, creating a secluded, tranquil atmosphere.  Browse the Florida Keys MLS for all Big Pine Key waterfront home listings below.

Total Listings 44
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1660  Hellenga Drive  For Sale, MLS 585578
$375,000
Big Pine Key
Misc Big Pine Key   - MM: 30.00
Bed, Baths, SqFt Days Listed: 163
-6.25% ($25,000) 1 Price Change : Last Change 77 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Basin,Boat Lift,Davi

One lot in from open water! 300 waterfront! 2 boat basins! Almost a half acre with a working swimming pool. Home was damaged by the hurricane and needs to be removed. This quiet and private property is perfect for someone looking to build a new home quickly. ROGO Exempt letter in file, just take your plans to the County and apply for a new building permit. You will be enjoying open water views from your new home in no time at all.

3643  Caribbean Street  For Sale, MLS 587609
$380,000
Big Pine Key
Port Pine Heights   - MM: 29.00
2 Bed, 2 Baths, 912 SqFt Days Listed: 13
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Other

2 Bedroom/2 Bathroom home amidst the trees. Only one of 4 homes on street located in Port Pine Heights. Conservation lot on one side and vacant lot on other side creating plenty of privacy. Standard modular layout in need of updating. 360 sq ft Storage room downstairs. New AC in 2016.

146  Pelican Lane  For Sale, MLS 585908
$389,000
Big Pine Key
Cahill Pines & Palms   - MM: 30.00
2 Bed, 2 Baths, 912 SqFt Days Listed: 141
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: n/a

You will love this nicely maintained home, perfect for relaxing and enjoying the Keys lifestyle. Canal side features a wooden dock and deck, with tropical landscaping, fenced for privacy. Kayak and swim in the plugged canal with swim ladder. Mexican tile and bamboo ceilings in the great room; bedrooms have laminate flooring. Open floor plan with cathedral ceilings and a great screened porch off the living area overlooking the canal. Strong rental history.

31382  Avenue I   For Sale, MLS 587801
$389,700
Big Pine Key
Grieser Subdivision   - MM: 31.00
2 Bed, 2 Baths, 952 SqFt Days Listed: 1
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Davits70ft.Concrete

Open water views and quick boat access! If you love to fish and get out on the water, it doesnt get much better than this for the price. A mobile home replacement in 1991, this 952 sq. ft., 2BD/2BA manufactured home was recently updated with Hardie-plank siding and impact-resistant windows. Abundant built-in cabinets provide always-needed storage space. The CBS detached garage is a bonus! The 70 x 75 ft. lot offers 70 ft. of canal-frontage and concrete seawall. Existing davits need attention, as-is. This canal was recently cleaned as part of Monroe Countys Canal Restoration project.

3W  Cook Island   For Sale, MLS 569257
$390,000
Big Pine Key
Cook Island   - MM: 29.00
3 Bed, 3 Baths, 1,085 SqFt Days Listed: 1403
-60.00% ($585,000) 3 Price Changes : Last Change 626 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: None

**ROGO EXEMPTION LETTER** Island home received damage from hurricane Irma, and is being sold as is. Property can be considered as rare offshore island vacant land with direct Atlantic ocean views! ROGO exemption letter on file with a building right, buyer to verify.

3868  Sunset Drive  For Sale, MLS 587733
$449,000
Big Pine Key
Port Pine Heights   - MM: 29.00
2 Bed, 2 Baths, 1,200 SqFt Days Listed: 5
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Other Dockage

No Water Intrusion in Irma. Aerial Photos Coming Tomorrow. Excellent Location , Great Boating, Sunset Skies, Private Garden Area & Mature Landscape. With Just 4 Lots From Open Water & Minutes Walk to Sunset Park This CBS Home Features Tile Floors Throughout, Large Closets, New Appliances, New A/C Split Units, New Roof Coat, Fruit Trees, Larger Lot With Ample Parking For All Your Toys. Steps Into The Canal Offer A Great Way To Launch Paddleboards or Kayaks.... Home Is Hooked Up To Sewer And Ready For A New Owner. Enjoy The Outdoors Inside A Screened Patio That Overlooks The Opening Of the Beautiful Canal .....There Is Room For A Pool & Possible Additions. All Has Been Nicely Maintained.

3768  Gumbo Limbo Street  For Sale, MLS 585012
$449,000
Big Pine Key
Port Pine Heights   - MM: 29.00
2 Bed, 2 Baths, 962 SqFt Days Listed: 201
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: 60ft.

Cute & Charming 2 bedroom, 2 bath CBS home on a large corner, fenced lot. Large sliding glass doors from bedrooms & living room.. Wrap around wood patio decking. Canal front home with concrete dock & easy access to open water. Nicely landscaped with wood deck & shade panels over outdoor Entertainment area with sink. Room to park RV or boat trailer. Covered patio or storage. Lower insurance costs. Flood Ins $367.00, Wind Ins $2,301 Homeowners $872.24

30867  Delgado Lane  For Sale, MLS 586231
$449,000
Big Pine Key
Doctors Arm   - MM: 30.50
3 Bed, 3 Baths, 1,200 SqFt Days Listed: 119
-16.47% ($88,500) 2 Price Changes : Last Change 51 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Davits100ft.Concrete

What a deal! One of the best buys in the Lower Keys! Offering a total of 100 ft. canal frontage, this 1200 sq. ft., 3BD/2BA home includes adjacent Lot 24 with concrete dock & davits. Excellent, quick boat access to Bogie Channel. The Tier II property totals 10,000 sq. ft. Lots of room here to park an RV, boat trailer and toys. Hooked up to the sewer and the permit is closed; sewer assessment is prorated on taxes. Built in 1979, this 3BD/2BA home has provided good, long term rental income for the current owner. Transform this into your piece of Keys paradise with some TLC and updates. Property taxes are Lot 25 & 24 combined.

29018  Geranium Drive  For Sale, MLS 587257
$449,000
Big Pine Key
Eden Pines Colony   - MM: 29.00
2 Bed, 2 Baths, 1,040 SqFt Days Listed: 40
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Davits,Fixed Bridge5

Concrete Block 2/2 on Canal. 50 of canal frontage with seawall and concrete patio.Government owned lots on either side adds to a feeling of privacy. Triple sliding glass doors from living room and sliding glass doors from Master Bedroom onto a covered porch upstairs. NEW Central A/C. Tile floors throughout. Covered parking and patio downstairs. Covered stairway. Downstairs storage.Neighborhood Boat Ramp around the corner.

3923  Diane Road  For Sale, MLS 587603
$465,000
Big Pine Key
Port Pine Heights   - MM: 29.00
2 Bed, 2 Baths, 1,123 SqFt Days Listed: 14
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: 50ft.

2 Bedroom, 2 Full Bathroom canal home in quiet neighborhood. Front foyer entry with interior stairs to upstairs. Irma repairs: New carpeting, new shingle roof, AC, vinyl siding. Sewer hookup complete, fenced yard, concrete dockage, garage, 421 sq ft downstairs enclosed storage.

3979  Eugene Road  For Sale, MLS 587674
$478,500
Big Pine Key
Port Pine Heights   - MM: 29.00
3 Bed, 3 Baths, 1,107 SqFt Days Listed: 10
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: 50ft.Concrete

Boating and wildlife ... two of our favorite things in the Lower Keys! This 1107 sq. ft. home is a one-of-a-kind design featuring over 700 sq. ft. of enclosed storage on the ground level. Enjoy wetland views, migratory birds, roaming key deer and boat access to both the back-country and ocean. Built as 3BD/2BA, the 2nd bedroom is used as an office; a previous owner put a spiral staircase in the closet connecting it to tiled storage space on ground level. 3rd bedroom has a laundry closet with washer and dryer. Ideal for a couple, a few tweaks may be desired in order to use as 3 traditional bedrooms. Master suite opens onto the canal-side porch. All the French doors in the ground-level storage room are impact-resistant; all other openings have shutters up and down.

2034  Matthews Road  For Sale, MLS 587405
$489,500
Big Pine Key
Doctors Arm   - MM: 30.50
2 Bed, 2 Baths, 912 SqFt Days Listed: 29
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Boat Lift,Davits60ft

Whether youre looking for a weekend getaway, rental investment or year round living in the Keys, this could be just the one! The furnished, 2BD/2BD home is situated on a fenced 60 x 100 ft. lot with 60 ft. dock, boat lift, shed, covered parking and storage under the house. 40 ft. wide canal is flow-through and offers excellent, quick access to Bogie Channel. Tongue & groove wood ceilings, tile floors with wood floors in the bedrooms, screened porch overlooking the canal, accordion shutters. Just bring your toothbrush! Sewer hookup is complete. Wooded lot to south is owned by Monroe County Land Authority and will not be developed.

3651 S Seas Street  For Sale, MLS 587584
$498,000
Big Pine Key
Port Pine Heights   - MM: 29.00
2 Bed, 2 Baths, 1,068 SqFt Days Listed: 16
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Davits50ft.

Enjoy both Back country and deep water fishing with easy access to both Gulf of Mexico and Atlantic.This home offers 2 bedrooms and 2 Full bathrooms. There is an area off of the living room that could be converted to a 3rd bedroom. Downstairs enclosure is perfect to store all your fishing and boating gear. Close to grocery store, shops, restaurants and tiki bars.

3607  Tropic Street  For Sale, MLS 587159
$499,000
Big Pine Key
Port Pine Heights   - MM: 29.00
2 Bed, 2 Baths, 912 SqFt Days Listed: 50
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Davit Pads47ft.

This 2 bedroom 1.5 bathroom houseis all about the location on corner lot with open water views! Needs kitchen and bathroom updating and you will have your paradise home! Cornerconcrete seawall with super quick access to Pine Channel. Newer AC and new shingle roof.

3940  Hall Road  For Sale, MLS 587778
$499,000
Big Pine Key
Port Pine Heights   - MM: 29.00
3 Bed, 3 Baths, 1,063 SqFt Days Listed: 2
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Concrete

This tastefully renovated 3bed/2bath is a hidden treasure. The minute you walk in the door your eyes are drawn to the soaring ceilings and charming decor. Situated on an oversized fenced lot makes for a rare find and gives you countless possibilities for creating your own tropical outdoor oasis. The screened porch and expansive concrete patio make a perfect place for entertaining. Quick and easy access by boat to the ocean and back country fishing. Close to shopping, Bahia Honda State Park and 30 miles from Key West. Furnishings are negotiable. Priced below appraised value! A must see!

3624  Fox Street  For Sale, MLS 587737
$505,000
Big Pine Key
Port Pine Heights   - MM: 29.00
2 Bed, 2 Baths, 1,040 SqFt Days Listed: 5
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Davits60ft.Concrete

Great access to both Gulf and Atlantic with just a short boat ride to open water. Relax in this updated 2 bedroom 2 bathroom canal front home in the Port Pine Heights neighborhood. This home offers an updated kitchen as well was both bathrooms. A new roof and A/C were installed in 2018. Enjoy the sunsets while drinking your cocktail on the 2nd floor screened in patio over looking concrete dock and canal. Davits have also been installed for your boat. There is plenty of parking and this home also offers parking under the home. There is a downstairs enclosure to store all your fishing and boating needs. This home has been hooked up to sewer as well. Easy to show just text or call listing agent. Dont miss this turn key move in ready home!

29041  Iris Drive  For Sale, MLS 584505
$535,000
Big Pine Key
Eden Pines Colony   - MM: 29.00
4 Bed, 4 Baths, 3,516 SqFt Days Listed: 233
-20.74% ($140,000) 2 Price Changes : Last Change 14 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Davit Pads75ft.

SELLER MOTIVATED! Be the one to bring this magnificent 4 bedroom two bath CBS home to its maximum potential. This home offers over 3500 square feet of living space with a split floor level design, two bedrooms and one bathroom located on each story with additional space that can be reconfigured to include a family room, entertainment area, office or gym. Wrap around deck makes access to the shutters and patio a convenience on the upper level. An interior spiral staircase connects both the upper and lower floors. The home is perfectly situated in the center of the lot with plenty of parking and a 75 ft dock with davit pads. Just a short ride (approx 10min) to the Ocean & Gulf. There is a bridge to clear on the canal (approx 10-11ft height). Great opportunity for a handyman!

30945  Oettley Drive  For Sale, MLS 584298
$549,000
Big Pine Key
Punta Brisa   - MM: 31.00
3 Bed, 3 Baths, 1,033 SqFt Days Listed: 248
-7.73% ($46,000) 3 Price Changes : Last Change 17 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: DavitsCut/Natural

Master suite addition completed! Over 200 of canal frontage, concrete dock & davits on .42 acre. If youre looking for terrific boating and a lot of land, this is it. Owners recently completed the master suite addition making this home a total of 3bd/2ba with laundry space. Kitchen was recently updated with new cabinets and beautiful, light granite counter tops. Tile floors throughout, central air, impact-resistant windows and doors. One cannot help but fall in love with the many key deer that consider the huge yard their home and rest under the mature trees. Fenced back yard is ideal for pets or children. Two storage sheds on site are included. The quiet neighborhood offers very quick boat access to Bogie Channel, the back country and ocean. Already hooked up to the sewer.

527  Croton Lane  For Sale, MLS 587586
$549,900
Big Pine Key
Whispering Pines   - MM: 30.50
2 Bed, 2 Baths, 1,512 SqFt Days Listed: 16
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Davit Pads,Davits65f

Lovely 2 bedroom, 2 bath home on extra wide canal with large manicured lot. Lots of space including wrap around balcony, and outdoor covered patio/outdoor Living Room overlooking canal and 65 feet of seawall, including cutout to get closer to the water. Plenty of dock space, davits and short run to Pine Key Bight. New roof, appliances and impact doors and windows. Close to everything, yet as private as can be. Tons of storage, and plenty of covered as well as off-street parking. Must see to appreciate! Call now to set up a viewing.

30386  Frigate Lane  For Sale, MLS 582965
$559,990
Big Pine Key
Tropical Bay   - MM: 30.50
2 Bed, 2 Baths, 1,368 SqFt Days Listed: 326
-3.45% ($20,010) 2 Price Changes : Last Change 143 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Davit Pads,Davits,Fi

SELLER IS ASKING FOR OFFERS!!! Nicely renovated home, spacious, bright open concept living-dining-kitchen, granite countertops, gleaming white cabinets & new stainless steel appliances.Tinted impact resistant windows/doors w/accordian shutters.Large yard on a canal front corner to enjoy water views on two sides from the tiki hut to enjoy your surroundings. Yard is completely fenced. Front yard has a beautiful coral rock wall the length of the lot. Large garage with washer/dryer/storage. Master bedroom has walk-in closet built-ins and adjacent master bath. The home boasts beautiful views from the living area; come see for yourself. You will fall in love with this home offering privacy, elegance and spaciousness! (Note: Boston whaler 17 ft. boat & float-on trailer negotiable

The information being provided by the Florida Keys MLS is exclusively for consumers' personal, non-commercial use, and it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. The data is deemed reliable but is not guaranteed accurate by the MLS. Data last updated on 10-18-2019.

Shoreline Properties
92300 Overseas Hwy Suite 303
Key Largo, Florida 33070

1(800) 692-3605
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